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Diisopropylethylamine → HCID 178523262、化合物

HRID 58784
ノート
印刷プレビュー

反応式

HRID 58784 の反応式
Cl.[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][NH2:13])=[N:3]1.[F:14][C:15]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:16]=1[CH2:17][C:18]1[O:22][N:21]=[C:20]([C:23](O)=[O:24])[CH:19]=1.C(N(CC)C(C)C)(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.C(OCC)(=O)C>[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][NH:13][C:23]([C:20]2[CH:19]=[C:18]([CH2:17][C:16]3[CH:26]=[C:27]([F:30])[CH:28]=[CH:29][C:15]=3[F:14])[O:22][N:21]=2)=[O:24])=[N:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 668320395-(2,5-Difluorobenzyl)isoxazole-3-carboxylic acidHCID 178479205HCID 178479205、化合物

生成物 1

HCID 178523262HCID 178523262、化合物収率 9.1%

試薬・触媒・溶媒

2
HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 2-(1H-indazol-3-yl)ethanamine hydrochloride (0.040 g; 0.202 mmol), 5-(2,5-difluorobenzyl)isoxazole-3-carboxylic acid (0.053 g; 0.223 mmol) N,N-diisopropylethylamine (0.87 mL; 0.506 mmol) and HATU (0.84 g; 0.223 mmol) in DMF (5 mL) was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate and washed with sodium hydrogen sulphate, sodium carbonate and brine. The organic layer was dried and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica (eluent 1 to 10% methanol in dichloromethane) and by preparative HPLC method 4 to yield 0.007 g (9%) of the title compound as a white solid.

後処理

  1. washwashed with sodium hydrogen sulphate, sodium carbonate and brine
  2. customThe organic layer was dried
  3. concentrationconcentrated under reduced pressure
  4. customThe crude material was purified by flash chromatography on silica (eluent 1 to 10% methanol in dichloromethane) and by preparative HPLC method 4

出典と根拠

ORDレコード
ord-dc16feaa611b4587a18ef7aebcc33011
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09434722B2

反応ノート

読み込み中…

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